Boston Utd

The club was founded in 1933 as a successor to a club called Boston Town. Their first game was a 3–1 defeat at home to Grimsby Reserves on 26 August 1933, when a crowd of 1,544 watched Boston's no.7, Blessed, score United's first ever goal. They then had a moderate amount of success in various leagues, including the Midland League and Southern League.

The club's FA cup run of 1955–56 included a 6–1 victory at Derby County, then playing in Third Division North, with Geoff Hazledine scoring a hat-trick. This was a record away win by a non-League team against League opponents in the FA Cup. This set up a Third round match against Tottenham Hotspur of the Football League First Division at White Hart Lane on 7 January 1956. The match against Tottenham Hotspur was played in front of a crowd of 46,185. The Pilgrims lost 4–0, but the match was more notable for the travelling support. Over 10,000 Boston supporters attended the game. A number of special train services from Boston to King's Cross were set up for the day.

They were founder members of the Northern Premier League in 1968, of which they were champions four times, and of the Alliance Premier League (now the National League) in 1979. However, their Northern Premier League title wins were not enough to gain them election to the Football League, and when they won the title in 1978 they surprisingly missed out on league status in favour of runners-up Wigan Athletic, who took the Football League place previously held by Southport.

In 1985, Boston United went to Wembley for the first and only time in their history for the FA Trophy Final of the 1984–85 season, after Bob Lee scored a winning last minute goal in the 2nd leg of the semi-final against Altrincham at York Street to put the Pilgrims through. Boston lost 2–1 to Wealdstone in front of 20,775, with Chris Cook scoring United's only goal.

Boston United finished third in the Conference in 1988–89, but were unable to build on this and were relegated to the NPL in 1993. They were transferred to the Southern League, winning the title in 2000, and went fully professional in 2001. In their first season as a professional club, Boston won the Conference and were promoted to the Football League.

However, in the wake of their promotion, Boston's manager, Steve Evans, and former chairman, Pat Malkinson, were charged with breaking the Football Association's rules over the registration of players. Both men received bans from the FA, and the club were fined and docked four points from their first season in the League. This angered some, especially the Conference runners up Dagenham & Redbridge, who believed that any points deduction should have applied to the previous season, which would have meant Dagenham being promoted instead.

Youth team coach Neil Thompson was appointed as manager for Boston's maiden Football League season, and though they left it late to secure survival, they ultimately managed a creditable 15th-place finish. The following season resulted in another relegation battle, and as soon as former manager Steve Evans had served his suspension in full, Thompson was sacked and Evans was reinstated as manager, leading them to a strong late-season run and an eventual finish of 11th. Evans' return and a substantial investment in the playing squad saw Boston among the promotion favourites for the 2004–05 season, but it in fact resulted in a disappointing 16th place finish. 2005–06 would prove to be their most successful Football League season, with their finish of 11th being their joint-highest, but the club missing out on the play-offs by just five points.

The 2006–07 season saw Boston struggle all season long, and in May 2007, Boston were relegated from League Two on the last day of the season. Steve Evans and his assistant Paul Raynor on 27 May resigned from the club, and two days later joined Crawley Town.

Because of the relegation Boston were originally scheduled to play the 2007–08 season in the Conference National but this position was immediately placed in doubt after the club's chairman Jim Rodwell entered Boston into a Company Voluntary Arrangement late in their last game so that 10 points would then be deducted in the 2006–07 season instead of the 2007–08 season. Although this meant that Boston started the 2007–08 season without a points penalty FA rules dictated that they be demoted two divisions as a result of HM Revenue & Customs placing a restriction into the CVA of Boston not being allowed to pay football creditors 100% of what they were owed. They therefore played the 2007–08 season in the Conference North division, two steps below the Football League. This would be United's first season under the new ownership of David Newton and Neil Kempster, who took control of the club over from ex-Chairman Jim Rodwell.

Despite finishing the 2007–08 campaign in 10th place under the guidance of Tommy Taylor, United were still in administration by May 2008. This meant they were relegated again to the Northern Premier League Premier Division for the 2008–09 season. Despite coming out of administration just before the start of the new season, Boston failed to have this decision overturned. They finished the league campaign in 16th position. A much more favourable campaign the following season saw the Pilgrims finish 3rd in the league where they won the play-offs, beating Bradford Park Avenue in the final thanks to an Anthony Church extra time winner to earn promotion back to the Conference North.

Joint managers Rob Scott and Paul Hurst resigned from the club in 2011 and were appointed joint managers of Conference National side Grimsby Town. Club chairman David Newton revealed he was beginning legal proceedings against the pair and Grimsby Town for breach of contract. The Pilgrims appointed former Boston player Jason Lee and current player Lee Canoville as joint caretaker managers. With only seven Conference North games remaining, the pair guided United to a 3rd-place finish in the league setting up a play-off tie against Guiseley. Boston lost the first leg 1–0 at Nethermoor Park but fought back in the return leg winning 3–2 but would later miss out on penalties. After a decent start to the 2012–13 season, Boston started to drop off the promotion pace, with a 7-game winless run from November to mid-December not aiding their cause. More inconsistency followed, and Jason Lee was sacked. Graham Drury took over within the same week but left the club after less than 2 months. Dennis Greene took over soon afterwards, but after a good start could not help the club from finishing higher than a poor 16th place, just 5 points above the relegation zone.

In 2014–15, Boston reached the play-offs after a 3rd place finish. In the play-offs, Boston would again miss out on penalties, this time losing to Chorley in the semi-finals. Boston started the 2015–16 season as play-off favourites once again, but pressure mounted on Greene due to poor results. However, Boston found spells of form later in the season to ensure 5th place. Boston faced North Ferriby United in the play-offs, and won the first leg 2–0 at home, however, the second leg at Church Farm saw that lead overturned. The following season started poorly, manager Greene left the club in late November to be replaced by former Mansfield Town manager Adam Murray. He led the side to safety but was himself gone by November the following year.

With Boston occupying a relegation spot, Craig Elliott – leaving Shaw Lane to do so – took over and guided the Pilgrims to safety. Elliott's second full season in charge was to be the club's last at York Street (2019–20). The side won through four away ties in the FA Cup to reach a second round game away to Rochdale. A draw at Spotland secured York Street one last big cup tie – the League One side winning 2–1 in a televised replay with over 4,000 in attendance. The coronavirus pandemic cut short the season and Boston finished third on points per game, winning a behind closed doors semi-final against Gateshead 5–3 to secure a play-off final with Altrincham. The Robins scored the only goal of the game, the club's last match at York Street.

With the new Pilgrim Way stadium delayed due to the pandemic, the 2020–21 season, still behind closed doors, started with United playing home games at Gainsborough's Northolme. A COVID-19 outbreak in the squad meant only three home games were played at Trinity's home, as the Boston Community Stadium opened in December 2020. The season was ended as the coronavirus situation worsened over the winter. In the 2023–24 season, Boston won the National League North play-offs, defeating Brackley Town 2–1 away in the play-off final to return to the fifth tier.